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What is the main use of 2-Amino-5- (aminomethyl) pyridine, 2-BOC protected?
2 - Amino - 5 - (aminomethyl) pyridine, 2 - BOC protected, is a crucial compound in the field of organic synthesis. It has a wide range of main uses and can be used as a key intermediate in the field of medicinal chemistry. Due to the characteristics of BOC protected groups, it can effectively mask amino groups, making the reaction highly selective, and assisting in the construction of complex drug molecular structures. For example, in the synthesis of many anti-cancer drugs, this compound can precisely construct active pharmacophores and inhibit the growth and spread of cancer cells through a series of reactions.
In the field of materials science, it also shows potential application value. Its unique pyridine structure and amino functional groups endow materials with specific electrical and optical properties. After copolymerization or modification with other monomers, excellent optoelectronic materials, such as organic Light Emitting Diode (OLED) materials, can be prepared to improve the luminous efficiency and stability of devices.
Furthermore, in chemical biology research, it can be used to synthesize biological probes. By specifically combining with biological macromolecules, it can track and monitor specific molecules or biological processes in vivo, providing a powerful tool for in-depth exploration of complex mechanisms in vivo.
In short, 2-Amino-5- (aminomethyl) pyridine, 2-BOC protected has non-negligible uses in drug discovery, material creation and biological research, and promotes the continuous development of related disciplines.
What are the synthesis methods of 2-Amino-5- (aminomethyl) pyridine, 2-BOC protected
To prepare the 2-BOC protector of 2-amino-5- (aminomethyl) pyridine, there are various methods for synthesis. One of the common methods is to use a suitable pyridine derivative as the starting material. Pyridine with suitable substituents can be found, and aminomethyl groups can be introduced through a specific reaction. This step can be done by a reaction such as nucleophilic substitution. Appropriate nucleophilic reagents and reaction conditions need to be selected so that the nucleophilic tester can effectively attack the appropriate check point on the pyridine ring, so as to access the aminomethyl group.
Then, BOC protection is performed on the amino group. Generally speaking, BOC anhydride (Boc) 2O) can be used as the protective reagent and reacted in the presence of an appropriate base. This base is often an organic base, such as triethylamine. The function of the base is to make the amino group alkaline, which is easier to react with BOC anhydride to form an amino structure protected by BOC. The reaction solvent is mostly used in common organic solvents such as dichloromethane, which have good solubility to the reactants and have little effect on the reaction process.
Another way is to first protect the amino group on the pyridine ring by BOC, and then introduce aminomethyl. This change in order requires careful consideration of the reaction conditions and reagents. Because the electron cloud distribution and reactivity of the pyridine derivatives protected by BOC change, the reaction conditions for introducing aminomethyl may need to be fine-tuned to achieve the best reaction effect and yield. In conclusion, the synthesis of this compound requires careful selection of an appropriate synthesis method based on many factors such as the availability of starting materials, the difficulty of reaction and the yield.
How stable is 2-Amino-5- (aminomethyl) pyridine, 2-BOC protected?
2 - Amino - 5 - (aminomethyl) pyridine, 2 - BOC protected (2 - amino - 5 - (aminomethyl) pyridine, 2 - BOC protected) The stability of this substance is related to many factors.
Looking at its structure, the BOC protective group adds a shield to the amino group. BOC, tert-butoxycarbonyl, is also connected to the amino group and can prevent the amino group from being disturbed by external factors. In common chemical environments, it can avoid the overreaction of amino groups. For example, in acid-base environments, BOC can maintain its relative stability and prevent the amino group from easily protonating or reacting violently with bases.
However, its stability is not absolute. In case of strong acid, the BOC protective group may leave. The proton provided by the strong acid will interact with the carbonyl oxygen of the BOC, gradually disintegrate the connection between the BOC and the amino group, and restore the freedom of the amino group. In this process, the original protective state of 2-Amino-5- (aminomethyl) pyridine is destroyed, and the stability is also changed.
In the oxidizing environment, although the BOC has a certain protection for the amino group, the existence of the pyridine ring still makes the whole molecule have a certain reactivity. The nitrogen atom of the pyridine ring has a lone pair of electrons, which is easy to attract the active group of the oxidizing agent, triggering an oxidation reaction, causing changes in the molecular structure and damage to the stability.
Under high temperature conditions, the chemical bonds in 2-Amino-5- (aminomethyl) pyridine, 2-BOC protected molecules vibrate more severely. The bonds between BOC protected groups and amino groups, as well as the chemical bonds in pyridine rings, may be broken due to increased energy, which in turn affects their stability.
2-Amino-5- (aminomethyl) pyridine, 2-BOC protected Under normal and mild conditions, it has a certain stability due to the action of BOC protected groups. However, extreme conditions such as strong acid, oxidation, and high temperature can break its stability and cause molecular structure and properties to change.
2-Amino-5- (aminomethyl) pyridine, 2-BOC protected is often used as an intermediate in which reactions
2-Amino-5- (aminomethyl) pyridine, a 2-BOC protected substance, is often used as an intermediate in various reactions in organic synthesis. This compound has a unique structure, BOC protects the amino group, making it stable under specific reaction conditions, and does not react at will. When the time is right, it will be deprotected and play the function of the amino group.
It is used in many reaction types, and it is often used in the reaction of constructing complex pyridine derivatives. For example, in nucleophilic substitution reactions, due to the presence of pyridine rings and aminomethyl groups, it can be used as a nucleophilic reagent to react with suitable electrophilic reagents to form new carbon-nitrogen or carbon-carbon bonds. And the amino group protected by BOC can avoid overreaction during the reaction process and ensure the selectivity of the reaction.
is also often used as a key intermediate in metal-catalyzed coupling reactions. The pyridine ring can coordinate with the metal catalyst to guide the reaction and achieve functionalization at a specific position. At the same time, the BOC protecting group can enhance the stability and solubility of the substrate, which is conducive to the efficient development of the reaction in the homogeneous system.
In addition, in the cyclization reaction of nitrogen-containing heterocyclic compounds, 2-amino-5- (aminomethyl) pyridine and 2-BOC protectors can form new cyclic structures through intramolecular or intermolecular reactions, providing an important path for the synthesis of nitrogen-containing heterocyclic compounds with biological activity or special functions. With its unique structure and protective properties, it plays a key role as an intermediate in various reactions in the field of organic synthesis.
What are the storage conditions for 2-Amino-5- (aminomethyl) pyridine, 2-BOC protected?
2-Amino-5- (aminomethyl) pyridine, 2-BOC protects this substance, and it must be stored according to specific conditions. Cover because of its active chemical properties, improper storage may cause deterioration and damage its effectiveness.
It should be stored in a cool and dry place, away from direct sunlight. If exposed to light, or cause the instability of the BOC protective group, causing chemical reactions. Temperature is also critical. Room temperature or a slightly lower temperature is generally 2-8 ° C. Excessive temperature can promote its decomposition or cause other adverse reactions. < Br >
It must also be kept away from fire sources and oxidants, because it has certain chemical activity. In case of oxidants or fire sources, or violent reactions, it will endanger safety. Storage places should also be well ventilated to prevent the accumulation of harmful gases.
Packaging should also not be ignored. It should be held in a sealed container to prevent moisture and air from invading. Moisture or reactions such as hydrolysis, the air may contain ingredients that can react with it, which will damage its purity and structure. All of these are necessary for the proper storage of 2-amino-5- (aminomethyl) pyridine, 2-BOC protectors, in order to ensure its quality and activity for a long time.